tert-Butyl 2-(pyridin-2-yl)acetate

Base Information

• Chemical Name: tert-Butyl 2-(pyridin-2-yl)acetate
• CAS No.: 150059-62-4
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00565947
• Nikkaji Number: J544.318K
• Wikidata: Q82451310
• Mol file: 150059-62-4.mol

Synonyms:150059-62-4;tert-Butyl 2-(pyridin-2-yl)acetate;Pyridin-2-yl-acetic acid tert-Butyl ester;tert-butyl 2-pyridin-2-ylacetate;Pyridin-2-ylacetic acid tert-Butyl ester;tert-Butyl (pyridin-2-yl)acetate;2-Pyridineacetic acid, 1,1-dimethylethyl ester;SCHEMBL6339719;DTXSID00565947;QWIGLFXNZSUNPE-UHFFFAOYSA-N;tert-Butyl2-(pyridin-2-yl)acetate;MFCD19441884;AKOS017514681;SB54047;BS-44265;CS-0334031;F87134

Chemical Property of tert-Butyl 2-(pyridin-2-yl)acetate

Chemical Property:

• Boiling Point: 257.8±15.0 °C(Predicted)
• PKA: 4.36±0.12(Predicted)
• PSA: 39.19000
• Density: 1.044±0.06 g/cm3(Predicted)
• LogP: 1.96580
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl2-(pyridin-2-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC1=CC=CC=N1

Technology Process of tert-Butyl 2-(pyridin-2-yl)acetate

There total 13 articles about tert-Butyl 2-(pyridin-2-yl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

2-bromo-pyridine (109-04-6) + tert-butyl sodioacetate → tert-butyl acetoacetate (1694-31-1) + tert-butyl 2-(pyridin-2-yl)acetate (150059-62-4) + Di-pyridin-2-yl-acetic acid tert-butyl ester

Guidance literature:

With iron(II) sulfate; In ammonia; for 0.75h; Yields of byproduct given;

Reference yield: 81.0%

cyanoacetic acid tert-butyl ester (1116-98-9) + acetylene (74-86-2,25067-58-7) → tert-butyl 2-(pyridin-2-yl)acetate (150059-62-4)

Guidance literature:

(η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); In hexane; at 25 ℃; Irradiation;

DOI:10.1021/jo011032n

Reference yield: 74.0%

pyridin-2-yl acetic acid hydrochloride (16179-97-8) + tert-butyl alcohol (75-65-0) → tert-butyl 2-(pyridin-2-yl)acetate (150059-62-4)

Guidance literature:

With dmap; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 45 ℃; for 12h;

DOI:10.1021/ol015737n

upstream raw materials:

tetrahydrofuran

N-fluoropyridinium triflate

pyridine

1-tert-butoxy-1-(trimethylsiloxy)ethylene

Downstream raw materials:

2-Cyanopyridine

2-(pyridin-2-yl)propanoic acid

N-((3-tert-butyl-1-(3-chlorophenyl)-1H-pyrazol-5-yl)methyl)-2-(pyridin-2-yl)propanamide

N-((1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methyl)-2-(pyridin-2-yl)propanamide

Refernces

• 1、 Chen, Zhengwang,Liang, Pei,Ma, Xiaoyue,Luo, Haiqing,Xu, Guohai,Liu, Tanggao,Wen, Xiaowei,Zheng, Jing,Ye, Hui. "Catalyst-Free Annulation of 2-Pyridylacetates and Ynals with Molecular Oxygen: An Access to 3-Acylated Indolizines". supporting information. p. 1630 - 1639. Retrieved 2019/01/26.
• 2、 Ford, Russell L.,Alt, Isabel,Jana, Navendu,Driver, Tom G.. "Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds". supporting information. p. 8827 - 8831. Retrieved 2019/10/28.